Preparation of Polyenaryloxynitriles from Dicyanovinyl Chloride and Diphenol Derivatives in the Presence of DABCO

Preparation of Polyenaryloxynitriles from Dicyanovinyl Chloride and Diphenol Derivatives in the Presence of DABCO

The kinetic study of the enaryloxynitriles via the nucleophilic vinylic substitution reaction of various phenol derivatives with 1-chloro-1-phenyl-2,2-dicyanoethene (1) was conducted in the presence of 1,4-diazabicyclo[2,2,2]octane (DABCO). Nucleo philic vinylic substitution of phenol derivatives with electrophilic olefins carrying sluggish leaving group involves a third-order reaction. The reaction was applied to solution polymerization of diphenol derivatives with p-bis(1-chrolo-2,2-dicyanovinyl)benzene (2), which yielded various polyenaryloxynitriles with moderate molecular weight.